Synthesis of Spirooxindoles Bearing 1, 3‐Oxathiolane ‐2‐thione Moiety From  Isatin‐Derived  Propargylic Alcohols | Zendy

Kim Jae Nyoung | Zendy; Lee Sangku | Zendy

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Synthesis of Spirooxindoles Bearing 1, 3‐Oxathiolane ‐2‐thione Moiety From Isatin‐Derived Propargylic Alcohols

Author(s) -

Kim Jae Nyoung,

Lee Sangku

Publication year - 2021

Publication title -

bulletin of the korean chemical society

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.237

H-Index - 59

ISSN - 1229-5949

DOI - 10.1002/bkcs.12206

Subject(s) - moiety , isatin , carbon disulfide , chemistry , alkoxide , xanthate , disulfide bond , stereochemistry , organic chemistry , medicinal chemistry , combinatorial chemistry , catalysis , biochemistry

Spirooxindoles bearing 1,3‐oxathiolane‐2‐thione moiety were synthesized from isatin‐derived propargylic alcohols and carbon disulfide in the presence of 1,8‐diazabicyclo[5.4.0]undec‐7‐ene (DBU). The spirooxindoles were formed stereoselectively via attack of the alkoxide of propargylic alcohol to carbon disulfide to form xanthate anion and a following 5‐ exo‐dig cyclization process.

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